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Alternariol
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Alternariol

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Alternariol
Alternariol.svg
Names
Preferred IUPAC name
3,7,9-Trihydroxy-1-methyl-6H-dibenzo[b,d]pyran-6-one
Other names
3,7,9-Trihydroxy-1-methyl-6H-benzo[c]chromen-6-one
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.164.145
KEGG
PubChem CID
UNII
  • InChI=1S/C14H10O5/c1-6-2-7(15)5-11-12(6)9-3-8(16)4-10(17)13(9)14(18)19-11/h2-5,15-17H,1H3 checkY
    Key: CEBXXEKPIIDJHL-UHFFFAOYSA-N checkY
  • InChI=1/C14H10O5/c1-6-2-7(15)5-11-12(6)9-3-8(16)4-10(17)13(9)14(18)19-11/h2-5,15-17H,1H3
    Key: CEBXXEKPIIDJHL-UHFFFAOYAX
  • CC1=CC(=CC2=C1C3=CC(=CC(=C3C(=O)O2)O)O)O
  • Cc1cc(cc2c1c3cc(cc(c3c(=O)o2)O)O)O
Properties
C14H10O5
Molar mass 258.229 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Alternariol is a toxic metabolite of Alternaria fungi. It is an important contaminant in cereals and fruits. Alternariol exhibits antifungal and phytotoxic activity. It is reported to inhibit cholinesterase enzymes. It is also a mycoestrogen.

Alternariol is reported to be a full androgen agonist in an in vitro assay.




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